GB817749A - Preparation of substituted guanidines - Google Patents
Preparation of substituted guanidinesInfo
- Publication number
- GB817749A GB817749A GB1889249A GB1889249A GB817749A GB 817749 A GB817749 A GB 817749A GB 1889249 A GB1889249 A GB 1889249A GB 1889249 A GB1889249 A GB 1889249A GB 817749 A GB817749 A GB 817749A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- ethyl
- guanidine
- alkyl
- give
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000002357 guanidines Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- OTXHZHQQWQTQMW-UHFFFAOYSA-N (diaminomethylideneamino)azanium;hydrogen carbonate Chemical compound OC([O-])=O.N[NH2+]C(N)=N OTXHZHQQWQTQMW-UHFFFAOYSA-N 0.000 abstract 1
- KEWLVUBYGUZFKX-UHFFFAOYSA-N 2-ethylguanidine Chemical compound CCNC(N)=N KEWLVUBYGUZFKX-UHFFFAOYSA-N 0.000 abstract 1
- -1 amino-guanidine ethyl sulphates Chemical class 0.000 abstract 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 abstract 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- XZUAPPXGIFNDRA-UHFFFAOYSA-N ethane-1,2-diamine;hydrate Chemical compound O.NCCN XZUAPPXGIFNDRA-UHFFFAOYSA-N 0.000 abstract 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N ethyl amine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N methylguanidine Chemical compound CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 abstract 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical class [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
An O-alkyl isourea alkyl hydrogen sulphate is heated with a compound of the formula R.NH2, where R is an alkyl, amino, hydroxyalkyl, or aminoalkyl radical to give a guanidinium alkyl sulphate. O-Ethyl isourea ethyl hydrogen sulphate is reacted with (1) methylamine, (2) ethylamine, (3) ethanolamine, (4) ethylene diamine hydrate, and (5) hydrazine hydrate, in aqueous medium at 60 DEG C. to give methylguanidine, ethyl-guanidine, b -hydroxy-ethylguanidine, N,N1-diguanyl-ethylene-diamine and amino-guanidine ethyl sulphates respectively. The free bases may be prepared from these salts, as may also the picrates. Amino-guanidine bicarbonate may be obtained by passing carbon dioxide into an amino-guanidine solution. Specification 817,748 is referred to.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB817749A true GB817749A (en) | 1959-08-06 |
Family
ID=1734277
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1889249A Expired GB817749A (en) | 1949-07-18 | Preparation of substituted guanidines |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB817749A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0915083A2 (en) * | 1997-11-04 | 1999-05-12 | Basf Aktiengesellschaft | Process for the preparation of substituted guanidine derivatives |
| US6187955B1 (en) * | 1994-07-26 | 2001-02-13 | Kao Corporation | Guanidine derivatives and process for their production |
| US7186754B2 (en) | 1999-06-25 | 2007-03-06 | Avicena Group, Inc. | Use of creatine or creatine compounds for skin preservation |
-
1949
- 1949-07-18 GB GB1889249A patent/GB817749A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6187955B1 (en) * | 1994-07-26 | 2001-02-13 | Kao Corporation | Guanidine derivatives and process for their production |
| EP0915083A2 (en) * | 1997-11-04 | 1999-05-12 | Basf Aktiengesellschaft | Process for the preparation of substituted guanidine derivatives |
| EP0915083A3 (en) * | 1997-11-04 | 1999-12-08 | Basf Aktiengesellschaft | Process for the preparation of substituted guanidine derivatives |
| US6093848A (en) * | 1997-11-04 | 2000-07-25 | Basf Aktiengesellschaft | Preparation of substituted guanidine derivatives |
| US7186754B2 (en) | 1999-06-25 | 2007-03-06 | Avicena Group, Inc. | Use of creatine or creatine compounds for skin preservation |
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